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Right, given I haven’t yet gotten a comfortable amount of feedback on the forums and I really do want to move this along, down below is my current mockup for what would be the homepage for the site; ie the first page you see. Going onto page 2 or hitting “Images” would remove the sidebar thing, and we plan to have a separate Lists page showing everything in the sidebar, but “more”.  
(you might need to open the image in a new tab to see it properly)
 
full
 
Discuss / berate me, etc.

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Etherchanter
My Little Pony - 1992 Edition
Not a Llama - Happy April Fools Day!
The End wasn't The End - Found a new home after the great exodus of 2012

Perpetual lurker
…36 comments out of tens of thousands of users…
 
TSP, I don’t know if this is sufficient response for you but if you want more, may I suggest a banner announcing either the forum post or this image for a few days?
Etherchanter
My Little Pony - 1992 Edition
Not a Llama - Happy April Fools Day!
The End wasn't The End - Found a new home after the great exodus of 2012

Perpetual lurker
The problem with that is a lot of people only have one or two tags in their watchlist, like an artist or a specific ship. Meaning they’d only get a new image displayed there once a day, if that.
 
I have no problem with that. At least I’d notice when there’s a change.  
There’d be plenty of image changes on the rest of the page to compensate. :-)
The Smiling Pony
Silly Pony - Celebrated the 13th anniversary of MLP:FIM, and 40 years of MLP!
Shimmering Smile - Celebrated the 10th anniversary of Equestria Girls!
Solar Hero - Went above and beyond for the Solar Deity, drawing from the power of the sun itself to bring balance to the fight against the Lunar Insurrection (April Fools 2023).
Roseluck - Had their OC in the 2023 Derpibooru Collab.
Flower Trio - Helped others get their OC into the 2023 Derpibooru Collab.
King Sombra - Celebrated the 10th anniversary of The Crystal Empire!
A Lovely Nightmare Night - Celebrated the 12th anniversary of MLP:FIM!
Princess of Love - Extra special version for those who participated in the Canterlot Wedding 10th anniversary event by contributing art.
Tree of Harmony - Drew someone's OC for the 2022 Community Collab
Elements of Harmony - Had an OC in the 2022 Community Collab

( ͠° ͟ʖ ͡° )
I’ll make an update later today.
 
@Feral_Socks  
The problem with that is a lot of people only have one or two tags in their watchlist, like an artist or a specific ship. Meaning they’d only get a new image displayed there once a day, if that.
Wesley Foxx
Friendship, Art, and Magic (2018) - Celebrated Derpibooru's six year anniversary with friends.
Helpful Owl - Drew someone's OC for the 2018 Community Collab
Birthday Cake - Celebrated MLP's 7th birthday
Not a Llama - Happy April Fools Day!
Best Artist - Providing quality, Derpibooru-exclusive artwork
Friendship, Art, and Magic (2017) - Celebrated Derpibooru's five year anniversary with friends.
Happy Derpy! - For Patreon supporters
An Artist Who Rocks - 100+ images under their artist tag
Artist -
The End wasn't The End - Found a new home after the great exodus of 2012

The Fluffiest
I would suggest putting forum activity above the top scoring stuff (if that even needs to be on the main page aside from maybe the weekly top scoring)
 
EG, something like:  
Featured image  
Weekly top scoring  
Forum activity  
Recent comments  
Livestreams
 
The forums need more attention if we want to get rid of the random 8-page comment roleplaying threads, meme images that would be better as forum threads, etc.
ED-SKaR
Artist -
The End wasn't The End - Found a new home after the great exodus of 2012

I like it, but it does get in my way, let me explain.
 
I use a wide screen TV with W7s half screen windows setup, IE I have one window on each half of my screen, so each window is actually very narrow.  
Given that the browser window is so narrow these extra things down the side limit me to ONE COLUM of images on the first page…
 
However, I have been using more of the site given the recent change, particularly the forums. So I’m not going to ask for its removal, It’s certainly a good thing to have.  
Just keep it to one page :P
Splitframe

I’d like it when the sidebar would be on the right,  
because when you go over to the second page  
it be a more “smooth” transition then.
 
If the sidebar is on the left and disappears  
after clicking on page 2 the whole site moves  
rigged.
Background Pony #3F3E
I like it on the whole; however, I don’t see the point in putting “All Time Top Scoring” in the sidebar as it’s going to change very rarely. By the same token, I’d be tempted to change “Weekly Top Scoring/Commented” to a shorter time period, say 3 days.
 
Part of me would also like to move “Forum Activity” to just below “Featured Image”, and put the “Top Scoring/Commented” section at the bottom of the sidebar, but I know that would break up the current arrangement of having content grouped with similar content, so I don’t know if it’d be worth it.
FamusJamus
Solar Supporter - Fought against the New Lunar Republic rebellion on the side of the Solar Deity (April Fools 2023).
My Little Pony - 1992 Edition
Wallet After Summer Sale -
Not a Llama - Happy April Fools Day!
Bronze Bit -
The End wasn't The End - Found a new home after the great exodus of 2012

Found the exit
I agree with the people who’ve said the sidebar needs some visual distinction (though I prefer the colourisation option - grey and lighter grey backgrounds as opposed to the white on the other side?).
 
As for the option to not use it, why not a setting to select this “portal” or images/forums/streams/etc. as a user’s homepage?